A4142

Azaserine

≥98% (TLC)

• Synonyme(s) : O-Diazoacetyl-L-serine
• Formule empirique (notation de Hill): C₅H₇N₃O₄
• Numéro CAS: 115-02-6
• Poids moléculaire : 173.13
• Numéro Beilstein : 1726602
• Numéro CE : 204-061-6
• Numéro MDL: MFCD00036802
• Code UNSPSC : 12352209
• ID de substance PubChem : 24890830
• Nomenclature NACRES : NA.26

Propriétés

• Niveau de qualité: 100
• Pureté: ≥98% (TLC)
• Forme: powder
• Couleur: off-white to yellow-green
• Spectre d'activité de l'antibiotique: fungi
• Mode d’action: enzyme | inhibits
• Température de stockage: −20°C
• Chaîne SMILES: N[C@@H](COC(=O)C=[N+]=[N-])C(O)=O
• InChI: 1S/C5H7N3O4/c6-3(5(10)11)2-12-4(9)1-8-7/h1,3H,2,6H2,(H,10,11)/t3-/m0/s1
• Clé InChI: MZZGOOYMKKIOOX-VKHMYHEASA-N

Description

Description générale

Chemical structure: amino acid derivatives

Application

Used in cell culture for the selection of HGPRT revertants.

Actions biochimiques/physiologiques

Azaserine is an antibiotic and antifungal; it may also act as a tumor inducer. It is a structural analog of glutamine and competes with glutamine in binding to enzymes involved in purine biosynthesis. Azaserine inhibits purine biosynthesis by covalently reacting with cysteine residues in the enzyme active sites, such as in formylglycinamide ribonucleotide amidotransferase and PRPP amidotransferase. Azaserine can induce DNA damage via the formation of carboxymethylated bases and O⁶-methylguanine. Secretion of exo-1,3-β-glucanase and germ-tube formation of Candida albicans were inhibited by azaserine.

Informations sur la sécurité

• Pictogrammes: GHS06,GHS08
• Mention d'avertissement: Danger
• Mentions de danger: H301,H351
• Conseils de prudence: P201 - P301 + P310 + P330
• Classification des risques: Acute Tox. 3 Oral - Carc. 2
• Code de la classe de stockage: 6.1C - Combustible acute toxic Cat.3 / toxic compounds or compounds which causing chronic effects
• Classe de danger pour l'eau (WGK): WGK 3
• Point d'éclair (°F): Not applicable
• Point d'éclair (°C): Not applicable
• Équipement de protection individuelle: Eyeshields, Faceshields, Gloves, type P3 (EN 143) respirator cartridges